Priprava N-substituiranih 2-fenilimidazolov

diplomsko delo

Patricija Cizerle (Author), Franc Požgan (Mentor)

Abstract

V diplomski nalogi sem raziskovala sintezne pristope za pripravo N-substituiranih 2-fenilimidazolov. Prav tako sem podala primere sintez derivatov imidazola. Preučila sem reakcijske pogoje, ki omogočajo uspešno uvajanje substituentov na dušikov atom v imidazolu. S pomočjo baze, kot sta na primer NaOH ali KOH, sem izvajala deprotonacijo na dušikovem atomu v 2-fenilimidazolu. Zatem pa na to mesto uvajala različne skupine. Na dušikov atom sem uvedla benzilno, butilno, metilno in etilno skupino. Spojine, ki sem jih uporabila, pa so bile benzil bromid, 1-bromobutan, metil jodid in 1,2-dikloroetan. Z uporabo različnih sinteznih pristopov sem pridobila različne produkte, ki sem jih očistila in s spektroskopskimi metodami ($^1$H NMR, IR, HRMS) določila njihove strukture. Spoznala sem, da višja temperatura poveča hitrost kemijske reakcije. Pri vseh primerih pa nisem prišla do pozitivnega rezultata, kar pomeni, da nisem sintetizirala želenega produkta.

Keywords

elektrofilna substitucija;deprotonacija;dehidrogenacija;Wallachova sinteza;Markwaldova sinteza;diplomske naloge;

Data

Language:	Slovenian
Year of publishing:	2024
Typology:	2.11 - Undergraduate Thesis
Organization:	UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher:	[P. Cizerle]
UDC:	547.78.057(043.2)
COBISS:	202149379
Views:	75
Downloads:	17
Average score:	0 (0 votes)
Metadata:

Other data

Secondary language:	English
Secondary title:	Preparation of N-substituted 2-phenylimidazoles
Secondary abstract:	In my thesis, I explored synthetic approaches for the preparation of N-substituted 2-phenylimidazoles. Additionally, I provided examples of the synthesis of imidazole derivatives. I examined the reaction conditions that allow for the successful introduction of substituents on the nitrogen atom in imidazole. Using bases such as NaOH or KOH, I carried out deprotonation on the nitrogen atom in 2-phenylimidazole and subsequently introduced various groups at this position. I introduced benzyl, butyl, methyl, and ethyl groups on the nitrogen atom. The compounds I used were benzyl bromide, 1-bromobutane, methyl iodide, and 1,2-dichloroethane. By employing different synthetic approaches, I obtained various products, which I purified and determined their structures using spectroscopic methods ($^1$H NMR, IR, HRMS). I discovered that higher temperatures increase the rate of the chemical reaction. However, in all cases, I did not achieve a positive result, meaning I did not synthesize the desired product.
Secondary keywords:	imidazole;electrophilic substitution;deprotonation;synthesis;2-phenylimidazole;Imidazoli;Organska sinteza (kemija);Univerzitetna in visokošolska dela;
Type (COBISS):	Bachelor thesis/paper
Study programme:	1000374
Embargo end date (OpenAIRE):	1970-01-01
Thesis comment:	Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, VSŠ Kemijska tehnologija
Pages:	1 spletni vir (1 datoteka PDF (40 str.))
ID:	24452689